Tetrahydronaphthylamino compounds



TETRAHYDRONAPHTHYLAMINO COMPOUNDS Wilhelm Miiller and Max Zimmermann, Leverkusen- Wiesdorf, and Rudolf Stroh, Leverkusen-Bayerwerk, Germany, assignors to Farbenfabriken Bayer Aktiengesellschaft, Leverlrusen, Germany No Drawing. Filed Apr. 20, 1953, Ser. No. 349,976

Claims priority, application Germany Apr. 23, 1952 2 Claims. (Cl. 252-50) The present invention relates to compounds of the general formula wherein X stands for a member of the group consisting of 2,977,308 Patented Mar. 28, 1961.

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influences; this applies particularly 'to oils containing tetrahydronaphthylamino compounds whose amino group is substituted by the cyclohexyl radical or by a cyclohexyl radical carrying an alkyl or hydroxyalkyl substituent. If desired, the new additives may be mixed with other additives for lubricants, for instance with additives which improve the extreme pressure properties of lubricants, particularly with phosphorus compounds described in German Patents 851,237 and 879,138. The amount of the tetrahydronaphthylamino compounds to be applied as additives to lubricants can easily be determined by preliminary tests; in general, amounts of about 0.1 to 0.5% will suflice.

The following example serves to illustrate the invention, without however limiting the scope thereof.

Example 5 parts by weight of N-cyclohexyl-tetrahydro-anaphthyl-amine and 5 parts by weight of the butyl ester of bis-(p-chloro-phenyl)-phosphinic acid are added to 1000 parts by Weight of a refined mineral oil.

In the aging test wherein the consumption of oxygen at 150 C. in the presence of copper powder is measured by the pressure decrease by means of a mercury manometer, the oil itself and its mixture with the phosphorus compound show a pressure decrease of mm. Hg within a few minutes; if however N-cyclohexyl-tetrahydro-a-naphthylamine is present, the consumption of oxygen is delayed to such an extent in each case that this decrease in pressure occurs only after 360 minutes.

We claim:

1. N-cyclohexyl-tetrahydro-alpha-naphthylamine.

2. A mineral oil lubricant containing N-cyclohexyltetrahydro-alpha-naphthylamine as an additive.

References Cited in the file of this patent UNITED STATES PATENTS 2,095,897 Winans Oct. 12, 1937 2,109,165 Cramer Feb. 22, 1938 2,131,206 William et al Sept. 27, 1938 2,174,019 Sullivan Sept. 26, 1939 2,633,425 Thompson May 31, 1953 FOREIGN PATENTS 276,571 Great Britain Sept. 1, 1927 

1. N-CYCLOHEXYL-TETRAHYDRO-ALPHA-NAPHTHYLAMINE.
 2. A MINERAL OIL LUBRICANT CONTAINING N-CYCLOHEXYLTETRAHYDRO-ALPHA-NAPHTHYLAMINE AS AN ADDITIVE. 